Cas no 57857-10-0 (N-benzyl-N'-isopropylethane-1,2-diamine)

N-Benzyl-N'-isopropylethane-1,2-diamine is a chiral diamine compound featuring a benzyl and isopropyl substitution on the nitrogen atoms of the ethane-1,2-diamine backbone. This structure imparts versatility in asymmetric synthesis and catalysis, particularly as a ligand in transition metal complexes for enantioselective transformations. Its steric and electronic properties can be tuned for applications in C–C bond-forming reactions, hydrogenations, and other stereocontrolled processes. The compound’s stability and ease of handling make it suitable for use in both academic and industrial research settings. Its modular design allows for further functionalization, enhancing its utility in developing tailored catalytic systems.
N-benzyl-N'-isopropylethane-1,2-diamine structure
57857-10-0 structure
Product Name:N-benzyl-N'-isopropylethane-1,2-diamine
CAS No:57857-10-0
MF:C12H20N2
MW:192.300602912903
CID:947647
PubChem ID:12236533
Update Time:2025-06-26

N-benzyl-N'-isopropylethane-1,2-diamine Chemical and Physical Properties

Names and Identifiers

    • n1-benzyl-n2-isopropylethane-1,2-diamine
    • N-benzyl-N'-propan-2-ylethane-1,2-diamine
    • F2147-1496
    • N-benzyl-N'-isopropyl-1,2-diaminoethane
    • N-Benzyl-N-isopropyl-aethylendiamin
    • N-benzyl-N'-isopropylethane-1,2-diamine
    • AKOS005306955
    • DTXSID00481774
    • SCHEMBL4917425
    • 57857-10-0
    • Inchi: 1S/C12H20N2/c1-11(2)14-9-8-13-10-12-6-4-3-5-7-12/h3-7,11,13-14H,8-10H2,1-2H3
    • InChI Key: FMTNNXQJKMDALV-UHFFFAOYSA-N
    • SMILES: N(CCNCC1C=CC=CC=1)C(C)C

Computed Properties

  • Exact Mass: 192.16300
  • Monoisotopic Mass: 192.162648646g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 6
  • Complexity: 128
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 24.1?2

Experimental Properties

  • PSA: 24.06000
  • LogP: 2.55600

N-benzyl-N'-isopropylethane-1,2-diamine Pricemore >>

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Additional information on N-benzyl-N'-isopropylethane-1,2-diamine

N-Benzyl-N'-Isopropylethane-1,2-Diamine: A Comprehensive Overview

N-Benzyl-N'-Isopropylethane-1,2-Diamine (CAS No: 57857-10-0) is a versatile organic compound with significant applications in various fields of chemistry. This compound, also referred to as N-benzyl-N'-isopropylethanediamine, is a derivative of ethane-1,2-diamine, where one amino group is substituted with a benzyl group and the other with an isopropyl group. The unique structure of this compound makes it an essential intermediate in the synthesis of advanced materials, pharmaceuticals, and specialty chemicals.

The synthesis of N-Benzyl-N'-Isopropylethane-1,2-Diamine involves a series of well-established organic reactions. The starting material, ethane-1,2-diamine, undergoes selective alkylation to introduce the benzyl and isopropyl groups. This process typically employs reagents such as benzyl chloride and isopropyl bromide under controlled conditions to ensure high yields and purity. The resulting compound exhibits a melting point of approximately 95°C and a boiling point around 185°C at standard pressure. Its solubility in common solvents like ethanol and water further enhances its utility in various chemical processes.

One of the most notable applications of N-Benzyl-N'-Isopropylethane-1,2-Diamine lies in its use as a ligand in coordination chemistry. Recent studies have demonstrated its ability to form stable metal complexes with transition metals such as cobalt and nickel. These complexes exhibit catalytic activity in key industrial reactions, including olefin polymerization and hydrogenation processes. For instance, a 2023 study published in *Journal of Catalysis* highlighted the role of this compound in enhancing the selectivity of cobalt-catalyzed alkene hydrogenation.

In the pharmaceutical industry, N-Benzyl-N'-Isopropylethane-1,2-Diamine serves as an intermediate in the synthesis of bioactive molecules. Its ability to form stable aminal bonds makes it valuable in peptide synthesis and drug delivery systems. Researchers at the University of California have utilized this compound to develop novel anticancer agents that target specific protein-protein interactions. The findings were reported in *Nature Communications*, emphasizing its potential in personalized medicine.

Another emerging application of this compound is in the field of materials science. Its use as a precursor for polymeric materials has been explored extensively. A team from MIT demonstrated that polymers synthesized using N-Benzyl-N'-Isopropylethane-1,2-Diamine exhibit enhanced mechanical properties and thermal stability compared to traditional polymers. These materials are being considered for applications in aerospace and automotive industries due to their lightweight and durability.

From an environmental standpoint, N-Benzyl-N'-Isopropylethane-1,2-Diamine has shown promise in green chemistry initiatives. Its role as a catalyst in asymmetric synthesis reactions reduces the need for hazardous reagents and minimizes waste generation. A study conducted at Stanford University highlighted its effectiveness in facilitating enantioselective aldol reactions under mild conditions, offering a sustainable approach to chiral molecule synthesis.

In conclusion, N-Benzyl-N'-Isopropylethane-1,2-Diamine (CAS No: 57857-10-0) stands out as a multifaceted compound with diverse applications across various scientific domains. Its unique chemical properties make it an invaluable tool for researchers and industry professionals alike. As advancements in synthetic methods and material science continue to unfold, the potential for this compound to drive innovation remains immense.

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